Discover a selection of more than 10,000 holiday rentals in Kissimmee, FL, US that are perfect for your trip. Whether you’re traveling with friends, family, or even pets, Vrbo holiday homes have the best amenities for hanging out with the people that matter most, including private pool and pool. Prices start at £ 122 per night, and villas and houses are popular options for a stay in Kissimmee. Either way, you'll find a rental for everyone's needs.
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Top rated rentals — Kissimmee
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Destination guide

Enjoy amusement parks and adventures from Kissimmee villas

Another popular central Florida holiday destination is Kissimmee. Florida villa rentals are abundant in Kissimmee, and this is a top spot for golf and family fun. Kissimmee is in an ideal location to enjoy the amusement parks and adventures that are available in Orlando. The proximity to Orlando also means you'll likely find top-notch villas for a great price. Kissimmee has plenty of amazing attractions in its own right as well, such as swamp tours to see Florida wildlife up close and Old Town Kissimmee with its world-class shopping and dining. Kissimmee is also lovely for a romantic getaway.

 
Activities

Sightseeing in and around Kissimmee

Are you hoping to find things to do while you're in the area? Venture out of your holiday home and experience everything that makes Kissimmee a one-of-a-kind holiday spot. Here are some of the major attractions to explore, all within 30 miles (48.2 km) of the city centre:

  • SeaWorld® Orlando (8.9 mi / 14.3 km)
  • Universal Studios Florida™ (12.8 mi / 20.5 km)
  • Walt Disney World® (13.6 mi / 21.9 km)
  • Gatorland® (3.8 mi / 6.2 km)
  • Discovery Cove (8.4 mi / 13.6 km)
  • Aquatica (8.9 mi / 14.3 km)
Weather

Seasonal weather averages in Kissimmee

If you're hoping to enjoy some warm-weather activities on your holiday, July, August, June and September are the hottest months to visit, when temperatures average 33°F.

Natural features

Exploring the natural landscape of Kissimmee

Whether you're an adventurous traveller or just want to spend some time taking in the scenery, Kissimmee is a great place to get outside. These are some of the area's most enchanting natural features, all within 30 miles (48.2 km) of the city centre:

  • Kissimmee Lakefront Park (0.2 mi / 0.4 km)
  • Brinson Park (0.5 mi / 0.8 km)
  • Shingle Creek Regional Park (3 mi / 4.8 km)
  • Lake Cecile (5 mi / 8 km)
  • Lake Tohopekaliga (6.2 mi / 10 km)
  • Lake Bryan (7.5 mi / 12.1 km)
How to get there

Transport to and around Kissimmee

The nearest airport is in Kissimmee, FL (ISM-Kissimmee Gateway), located 1.9 mi (3 km) from the city centre. If you can't find a flight that works for your travel itinerary, you could also fly into Orlando, FL (MCO-Orlando Intl.), which is 11.2 mi (18 km) away.

If you're travelling by train, the main station serving the city is Kissimmee Station.

How to get around

Getting around holiday rentals in Kissimmee

Rental cars are ubiquitous in Kissimmee and a vast majority of the travellers who head here on a family break will opt for their own wheels. It's easy to see why. Not only do loads of Kissimmee holiday homes come with on-site parking but the city is really well-linked to Highway 192. That has 2 advantages; 1st, it connects with Interstate 4 to get you to the theme parks in less than 30 minutes, and 2nd, it connects with Route 441, to get you to Orlando International Airport in just 25 minutes. There is a public bus provider for those determined not to rent a car. It's called the LYNX network and has routes going to central Orlando and the popular draws along International Drive.

Restaurants and bars

Restaurant areas to try near Kissimmee holiday homes

  • Historic Downtown Kissimmee is the main place to dine, with its fun-loving themed restaurants
  • Lake Buena Vista is home to more family eateries than you can shake an American burger at – go there for dining close to Disney World
  • Budget buffet restaurants can be found fringing the edges of Highway 192
  • Head up to Hollywood Way to find rock-themed cocktail bars, sushi kitchens and Cajun shrimp cooks
  • This whole area of central Florida is a great place to be if you like Tex-Mex food and BBQ – try Main Street and Vine Street for those
Essential info

Kissimmee facts to know for travellers

  • Kissimmee has a population of just under 70,000
  • Kissimmee is often coupled with the nearby town of St Cloud, called the Kissimmee-St Cloud area
  • The closest major airport is the huge Orlando International Airport
  • The hurricane season lasts from June to November, so be ready for some storms in Kissimmee then
  • Kissimmee holiday rentals tend to be popular at Christmas and during major holidays
Family friendly

Fun for the whole family in Kissimmee

Kissimmee villa rentals are a real family favourite. That's not just because they often come with on-site pools and plenty of bedrooms, but also because they sit right on the cusp of some of the Sunshine State's most fun-inducing draws. Walt Disney World is the obvious chart-topper. It sprawls out, with its clutch of different theme parks, just a whisker to the north-west – home to the mighty Animal Kingdom and the spires of Cinderella's castle. Universal Studios is also up that way, packed with Harry Potter-themed attractions and cartoon-inspired roller coasters. Closer to home, you can hit the Osceola Heritage Park for days of Major League Baseball showdowns, or sample Silver Spurs Arena for rollicking rodeos at night.

Can I find a vacation rental around Kissimmee?

Yes, our 2021 property listings offer a large selection of 22,409 vacation rentals near Kissimmee. From 5,451 villas to 17,976 houses, find a unique house rental for you to enjoy a memorable stay with your family and friends. The best places to stay near Kissimmee for a holiday or a weekend are on Vrbo.

What is the best area to stay when traveling to Kissimmee?

Whether you're traveling with family or friends, here are the areas with the largest selection of vacation rentals for a holiday trip or just for a weekend in Kissimmee:

  • Lindfields: 2,154 vacation rentals
  • Lake Berkley: 819 vacation rentals
  • Cumbrian Lakes: 130 vacation rentals
  • Sunset Lakes: 4,245 vacation rentals
  • Bellavida: 839 vacation rentals

For other neighborhoods, please use our search bar to access the selection of vacation rentals available.

What are the popular points of interest near where I can stay when traveling to Kissimmee?

Vrbo UK offers a large selection of vacation rentals near lovely places in Kissimmee. From Vrbo UK travelers, the most popular points of interest to stay for a holiday trip or just for a weekend are:

  • Reunion Resort Golf Course: 24,484 vacation rentals
  • Remington Golf Club: 25 vacation rentals
  • Osceola County Stadium: 23,745 vacation rentals
  • Kissimmee Lakefront Park: 21,482 vacation rentals
  • Old Town: 24,723 vacation rentals

But there are many other points of interest around Kissimmee listed on Vrbo UK where you can find your place to stay. Please use our search bar to access the selection of vacation rentals available near the point of interest of your choice.

Can I rent Villas in Kissimmee?

Yes, of course. Vrbo UK has 5,451 Villas in Kissimmee. Our other popular types of vacation rentals in Kissimmee include:

  • Houses: 17,976 rentals available
  • Resorts: 837 rentals available
  • Flats: 3,321 rentals available

But you can also enjoy a great stay in one of our other vacation rentals including Bungalows and more.

Can I find a vacation rental with pool in Kissimmee?

Yes, you can select your preferred vacation rental with pool among our 21,294 vacation rentals with pool available in Kissimmee. Please use our search bar to access the selection of vacation rentals available.

    Explore destinations around Kissimmee

    Lindfields
    2,154 holiday rentals
    Lake Berkley
    819 holiday rentals
    Cumbrian Lakes
    130 holiday rentals
    Sunset Lakes
    4,245 holiday rentals
    Bellavida
    839 holiday rentals
    Eagle Pointe South
    359 holiday rentals
    Historic Downtown Kissimmee
    221 holiday rentals
    Chatham Park
    280 holiday rentals
    Crescent Lakes
    96 holiday rentals
    Lakeside Estates
    19 holiday rentals
    Indian Ridge
    832 holiday rentals
    Indian Point
    1,775 holiday rentals
    Windward Cay
    1,121 holiday rentals
    Veranda Palms
    530 holiday rentals
    Doral Woods
    135 holiday rentals
    Venetian Bay Villages
    244 holiday rentals
    Crystal Cove
    707 holiday rentals
    Indian Wells
    570 holiday rentals
    Calabria
    223 holiday rentals
    Country Creek Estates
    311 holiday rentals